Introducing Bromine Or Iodine Patents (Class 570/174)
  • Patent number: 11912641
    Abstract: A method of producing trifluoroiodomethane (CF3I) includes providing a feedstock comprising trifluoroacetyl iodide (TFAI), passing the feedstock through at least one column charged with carbonaceous materials to remove hydrogen iodide (HI), hydrogen triiodide (HI3) and iodine (I2) from the feedstock, and providing the feedstock to a reactor to produce a trifluoroiodomethane product stream. Another method of producing trifluoroiodomethane (CF3I) includes providing a feedstock comprising trifluoroacetyl iodide (TFAI) to a reactor to produce a trifluoroiodomethane product stream, and passing the trifluoroiodomethane product stream from the reactor through at least one column charged with carbonaceous materials to remove hydrogen iodide (HI), hydrogen triiodide (HI3) and iodine (I2) from the trifluoroiodomethane product stream.
    Type: Grant
    Filed: August 23, 2022
    Date of Patent: February 27, 2024
    Assignee: Honeywell International Inc.
    Inventors: Haiyou Wang, Daniel C. Merkel
  • Patent number: 11453631
    Abstract: A method of producing trifluoroiodomethane (CF3I) includes providing a feedstock comprising trifluoroacetyl iodide (TFAI), passing the feedstock through at least one column charged with carbonaceous materials to remove hydrogen iodide (HI), hydrogen triiodide (HI3) and iodine (I2) from the feedstock, and providing the feedstock to a reactor to produce a trifluoroiodomethane product stream. Another method of producing trifluoroiodomethane (CF3I) includes providing a feedstock comprising trifluoroacetyl iodide (TFAI) to a reactor to produce a trifluoroiodomethane product stream, and passing the trifluoroiodomethane product stream from the reactor through at least one column charged with carbonaceous materials to remove hydrogen iodide (HI), hydrogen triiodide (HI3) and iodine (I2) from the trifluoroiodomethane product stream.
    Type: Grant
    Filed: October 6, 2021
    Date of Patent: September 27, 2022
    Assignee: Honeywell International Inc.
    Inventors: Haiyou Wang, Daniel C. Merkel
  • Patent number: 10941089
    Abstract: The present disclosure provides a process for producing trifluoroiodomethane by reacting trifluoroacetic acid, an iodine source, and a metal fluoride in the presence of a metal catalyst to produce trifluoroiodomethane.
    Type: Grant
    Filed: February 21, 2020
    Date of Patent: March 9, 2021
    Assignee: Honeywell International Inc.
    Inventors: Christian Jungong, Haiyou Wang, Terris Yang
  • Patent number: 8034985
    Abstract: A process for the preparation of a fluoroiodoalkane compound represented by the formula: CF3(CF2)n—Y, wherein n is 0 or 1. The process includes contacting A, B and C. A is represented by the formula: CF3(CF2)n—Y, wherein n is 0 or 1, and Y is selected from the group consisting of: H, Cl, Br, and COOH. B is a source of iodine, and C is a catalyst containing elements with d1s1 configuration and lanthanide elements. The process occurs at a temperature, and for a contact time, sufficient to produce the fluoroiodoalkane compound.
    Type: Grant
    Filed: February 15, 2007
    Date of Patent: October 11, 2011
    Assignee: Honeywell International, Ltd.
    Inventors: Shuwu Yang, HsuehSung Tung
  • Publication number: 20080200735
    Abstract: A process for the preparation of a fluoroiodoalkane compound represented by the formula: CF3(CF2)n—Y, wherein n is 0 or 1. The process includes contacting A, B and C. A is represented by the formula: CF3(CF2)n—Y, wherein n is 0 or 1, and Y is selected from the group consisting of: H, Cl, Br, and COOH. B is a source of iodine, and C is a catalyst containing elements with d1s1 configuration and lanthanide elements. The process occurs at a temperature, and for a contact time, sufficient to produce the fluoroiodoalkane compound.
    Type: Application
    Filed: February 15, 2007
    Publication date: August 21, 2008
    Inventors: Shuwu Yang, HsuehSung Tung
  • Patent number: 7196236
    Abstract: A catalytic one-step process for the production of CF3I by reacting, in the presence of a source of oxygen, a source of iodine a reactant of the formula: CF3R where R is —COOH, —COX, —CHO, —COOR2 and —SO2X, where R2 is an alkyl group and X is selected from chlorine, bromine and iodine. The catalyst may be a metal salt such as salts of Cu, Hg, Pt, Pd, Co, Mn, Rh, Ni, V, Tl, Ba, Cs, Ca, K and Ge and mixtures thereof, preferably on a support, such as MgO, BaO and CaO, BaCO3, CsNO3, Ba (NO3)2, activated carbon, basic alumina, and ZrO2.
    Type: Grant
    Filed: December 8, 2004
    Date of Patent: March 27, 2007
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, HsuehSung Tung
  • Patent number: 7138553
    Abstract: Tetrachloroethylene containing a stabilizer is contacted with a zeolite having an average pore size of 3.4 to 11 ? and/or a carbonaceous adsorbent having an average pore size of 3.4 to 11 ? in a liquid phase to obtain a high purity tetrachloroethylene. A halogenated alkene and/or a halogenated alkane are reacted with hydrogen fluoride in the presence of a fluorination catalyst to produce a first hydrofluorocarbon, a halogenated alkene and/or a halogenated alkane are reacted with hydrogen fluoride in the presence of a fluorination catalyst to produce a second hydrofluorocarbon, and the products are joined and then distilled to obtain the first and second hydrofluorocarbons.
    Type: Grant
    Filed: July 5, 2002
    Date of Patent: November 21, 2006
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi, Makoto Miyamura
  • Patent number: 7132578
    Abstract: A process for the preparation of trifluoromethyl iodide is provided. The process includes the step of contacting in a reactor a compound represented by the formula: CF3—W and a compound represented by the formula: IFn wherein W can be H, Br, Cl, COOH, COCl, COOCH3, COOC2H5, COCH3, COPh, CF3, Si(CH3)3, SPh, SCH3, SSCF3, SSPh, SSCH3, or SO2Cl, wherein n is 1, 3, 5, or 7, and wherein the step of contacting is carried out, at a temperature, pressure and for a length of time sufficient to produce trifluoromethyl iodide. The contacting step can be carried out in the presence or absence of a catalyst and the contacting step can be carried out in the presence or absence of air.
    Type: Grant
    Filed: July 14, 2005
    Date of Patent: November 7, 2006
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, Hsueh Sung Tung
  • Patent number: 7041859
    Abstract: A method for obtaining a halogenated organic compound, whereby an organotrifluoroborate compound is reacted with a halide ion in the presence of an oxidizing agent to produce the corresponding halogenated organic compound. The method may be used for producing radiohalogenated organic compounds.
    Type: Grant
    Filed: July 5, 2005
    Date of Patent: May 9, 2006
    Assignee: University of Tennessee Research Foundation
    Inventor: George W. Kabalka
  • Patent number: 7038095
    Abstract: A mixture of fluoroalkyl iodide telomers represented by the formula: Rf(CF2CF2)nI wherein Rf represents a fluoroalkyl group whose number of carbon atoms is in the range of 1 to 10, with the polymerization degree n equal to or more than k that is an integer of 3 or more, is obtained by reacting a fluoroalkyl iodide with tetrafluoroethylene in a first reactor followed by fractionating a first reaction mixture which contains fluoroalkyl iodide telomers of low polymerization degree, as well as by reacting the telomer with n of (k?1) separated from the first reaction mixture with tetrafluoroethylene in the second reactor.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: May 2, 2006
    Assignee: Daikin Industries, Ltd.
    Inventors: Yukio Homoto, Kunitada Tanaka
  • Patent number: 6977316
    Abstract: A catalytic one-step process for the production of CF3I by reacting, preferably in the presence of a source of oxygen, a source of iodine with a reactant of the formula: CF3R where R is —SH, —S—S—CF3, —S-phenyl, or —S—Si—(CH3)3. The catalyst may be a metal salt such as salts of Cu, Hg, Pt, Pd, Co, Mn, Rh, Ni, V, TI, Ba, Cs, Ca, K and Ge and mixtures thereof, preferably on a support such as MgO, BaO and CaO, BaCO3, CsNO3, Ba (NO3)2, activated carbon, basic alumina, and ZrO2.
    Type: Grant
    Filed: December 8, 2004
    Date of Patent: December 20, 2005
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, HsuehSung Tung
  • Patent number: 6946582
    Abstract: The present invention provides a process for producing a fluoroalkyl iodide represented by the general formula (II): Rf-CH2CH2I??(II) wherein Rf is a perfluoroalkyl or polyfluoroalkyl group comprising 1 to 20 carbons, the process comprising reacting hydrogen iodide gas with a fluoroalkene in the presence of a catalyst. The present invention also provides a process for producing a fluoroester by reacting the fluoroalkyl iodide with a carboxylate.
    Type: Grant
    Filed: November 20, 2002
    Date of Patent: September 20, 2005
    Assignee: Daikin Industries, Ltd.
    Inventors: Toshiyuki Katsube, Kouzou Noda, Jun Miki
  • Patent number: 6590125
    Abstract: A light-emitting polymer and its preparation method, the polymer being excellent in electron injection and transport ability as well as hole injection and transport ability in an EL device, the EL device manufactured from the polymer being also emittable in the blue emission region, in which the EL device from an inorganic material is not mostly emittable. The light-emitting polymer of the invention is an alternated copolymer having repeated units (arylenevinylene units) excellent in hole injection and transport ability and repeated units (fluorinated tetraphenyl units) excellent in electron injection and transport ability with alternated order, as shown in formula (II). An EL device manufactured from the light-emitting polymer, a fluorinated tetraphenyl derivative of formula (I), which is used as a monomer to prepare the light-emitting polymer, and their preparation methods.
    Type: Grant
    Filed: April 3, 2001
    Date of Patent: July 8, 2003
    Assignee: Electronics and Telecommunications Research Institute
    Inventors: Do Hoon Hwang, Tae Hyoung Zyung, Lee Mi Do, Hye Yong Chu
  • Patent number: 6365676
    Abstract: The invention concerns a process for the reaction of a perfluoroalkyl iodide of the formula CF3(CF2)h—I, where h is an integer from 4 to 18, with a compound having a terminal olefinic group, which comprises conducting said reaction in an aqueous medium containing 5 to 40% by weight of a water-soluble solvent and in the presence of from 0.02 to 0.5 equivalents of dithionite ion, based on the perfluoroalkyl iodide, at a temperature of from 0 to 40° C. and at a pH greater than 7.0.
    Type: Grant
    Filed: October 16, 2000
    Date of Patent: April 2, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: John Jennings, Ted Deisenroth, Marlon Haniff
  • Patent number: 5962754
    Abstract: 3-bromo-1,1,1-trifluoropropane is produced by reacting 3,3,3-trifluoropropene with hydrogen bromide at elevated temperature, e.g., 150.degree. C. to 800.degree. C., in the presence of an active carbon catalyst. The conversion, yield and selectivity are unexpectedly high.
    Type: Grant
    Filed: October 7, 1998
    Date of Patent: October 5, 1999
    Assignee: Great Lakes Chemical Corporation
    Inventors: Mark L. Robin, John Cheng-Ping Qian, Thomas F. Rowland, Robin Michael Palculict
  • Patent number: 5892136
    Abstract: A novel process for producing iodotrifluoromethane is provided which comprises reacting trifluoromethane with iodine in the presence of oxygen by use of a catalyst containing a salt of a metal supported by a carbonaceous carrier. In this process, the catalyst life is lengthened greatly, the by-product is decreased, and the unreacted iodine can be recovered efficiently as high-purity iodine to be recycled without purification.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: April 6, 1999
    Assignee: F-Tech Incorporated
    Inventors: Noritaka Nagasaki, Nobumasa Suzuki, Satohiro Nakano, Nobuyuki Kunihiro
  • Patent number: 5734073
    Abstract: A method of halogenating an aromatic compound which comprises the steps of reacting an halogenating agent with the aromatic compound in the presence of fluorine and an acid, wherein the halogenating agent is at least one of an iodinating agent, a brominating agent and an chlorinating agent.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: March 31, 1998
    Assignee: BNFL Fluorochemicals Ltd
    Inventors: Richard Dickinson Chambers, Christopher John Skinner, Malcolm John Atherton, John Stewart Moilliet
  • Patent number: 5545776
    Abstract: The invention relates to the preparation of n-perfluorooctyl bromide. The continuous process according to the invention consists in reacting bromine with 1-hydroheptadecafluoro-n-octane in the gaseous phase, at a temperature between 450.degree. and 520.degree. C. in a Br.sub.2 /C.sub.8 F.sub.17 H mole ratio which can be from 0.2 to 5 and with a contact time between 2 and 240 seconds.The C.sub.8 F.sub.17 Br selectivity is almost complete and information of toxic sub-products like perfluoroisobutene is avoided.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: August 13, 1996
    Assignee: Elf Atochem S.A.
    Inventors: Gilles Drivon, Jacques Kervennal
  • Patent number: 5354916
    Abstract: The invention relates to a process for selectively producing alkyl halides from alkanes, such as methane and ethane at low temperatures and low pressures. Optional hydrolysis to the corresponding alcohols may follow. The process involves adding an alkane and an added halogen source to an aqueous solution in a homogeneous system in the presence of a transition metal halide containing complex, for a time, under conditions and in effective amounts that will permit the formation of alkyl monohalides.
    Type: Grant
    Filed: January 24, 1994
    Date of Patent: October 11, 1994
    Assignee: Exxon Research and Engineering Company
    Inventors: Istvan T. Horvath, John M. Millar, Raymond A. Cook
  • Patent number: 4973762
    Abstract: A polyfluoroiodide is produced by reacting an acid halide of a polyfluorocarbon in a perhalogenated solvent with I.sub.2 and at least one salt selected from the group consisting of an alkali metal carbonate and an alkaline earth metal carbonate.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: November 27, 1990
    Assignee: Daikin Industries Ltd.
    Inventors: Takashi Tohzuka, Koji Fujiwara
  • Patent number: 4942231
    Abstract: The invention relates to a method of preparing a chlorinated, brominated, radiobrominated, iodinated and/or radioiodinated aromatic or heteroaromatic compound, in which the (hetero)aromatic nucleus optionally comprises one or more additional substituents, by reacting the corresponding halogenated or diazonium-substituted compound in the presence of a water-soluble acid and of copper ions as a catalyst with a likewise water-soluble chloride, bromide radiobromide, iodide or radio-iodide, in which the reaction is carried out in the presence of one or more reduction agents, which are stable in acid medium, in a quantity exceeding the quantity of catalyst. The invention also relates to a composition suitable for diagnostic examination and to a kit for the preparation thereof. The invention further relates to a method and an equipment for the preparation of said composition.
    Type: Grant
    Filed: May 17, 1985
    Date of Patent: July 17, 1990
    Assignee: Mallinckrodt, Inc.
    Inventor: John Mertens
  • Patent number: 4760205
    Abstract: New processes for the preparation of 2-iodo-perfluoro-2-methyl-butane and the corresponding -pentane are described. In one process, perfluoro-2-methyl-2-butene or the corresponding -pentene is reacted in an amount of at least 5 mol with a mixture of 2 mol of iodine and 1 mol of iodine pentafluoride in the presence of more than 1 mol of at least one fluoride of a metal of group I of the periodic table of the elements under the autogenous pressure of the reaction mixture at 170.degree. to 220.degree. C. for 2 to 30 hours. In another process, the same perfluoroolefins are reacted, as the starting substances, with iodine and an alkali metal fluoride in the presence of at least 1 mol of a soluble silver salt per mole of the perfluorinated olefin at 20.degree. to 100.degree. C. for 0.5 to 10 hours. After working up by distillation, the pure iodoperfluoroalkanes are obtained. They are suitable for numerous reactions, but in particular as a packing for lasers.
    Type: Grant
    Filed: December 31, 1986
    Date of Patent: July 26, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Anton Probst, Klaus Raab, Konrad von Werner
  • Patent number: 4513154
    Abstract: A process for consecutive-competitive gas phase halogenation of organic compounds, i.e. alkanes, alkenes and benzene, alkyl benzenes and alkenyl benzenes containing labile hydrogens and having no more than 12 and 9 carbon atoms, respectively, in a thin reaction film on the surface of a porous barrier for production of highly halogenated products by substantial suppression of diffusion of partially halogenated intermediates away from the reaction film is disclosed.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: April 23, 1985
    Assignee: Allied Corporation
    Inventor: Bruce E. Kurtz
  • Patent number: 4446075
    Abstract: Substituted bromofluorobenzene, wherein the fluorine is in para-position and the bromine in meta-position to another substituent, is prepared by direct bromination of the corresponding fluorobenzene derivative. Bromination is advantageously carried out in the presence of a catalyst, preferably a metal or metal salt. The elementary bromine is used in an amount of 0.9 to 1.3 mols per mol of fluorobenzene derivative and the reaction temperature is between 20.degree. and 200.degree. C. The bromofluorobenzene derivatives are suitable for the synthesis of medicaments and plant protective agents.
    Type: Grant
    Filed: February 20, 1981
    Date of Patent: May 1, 1984
    Assignee: Riedel-de Haen AG
    Inventors: Kurt Eiglmeier, Reinhard Knieps
  • Patent number: 4351974
    Abstract: In the preparation of 3-bromo-4-fluorotoluene by reacting 4-fluorotoluene with bromine, the improvement which comprises effecting the bromination in glacial acetic acid in the presence of iodine and iron or an iron salt. As a result the proportion of 3-bromo-4-fluorotoluene relative to its 2-bromo-4-fluorotoluene isomer is markedly increased.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: September 28, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd Baasner, Erich Klauke, Ernst Kysela